1-Dodecanol → HCID 86673642, compound

HRID 1529114Notes

Reaction equation

HRID 1529114 reaction equation
[CH2:1]([OH:13])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].[H-].[Na+].[Br:16][C:17]1[CH:22]=[CH:21][CH:20]=[C:19](Br)[N:18]=1>C1(C)C=CC=CC=1>[Br:16][C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([O:13][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12])[N:18]=1

Participants

5

Reactant 3

HCID 81931-DodecanolHCID 122742,6-DibromopyridineHCID 24758Sodium hydride

Product 1

HCID 86673642HCID 86673642, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Dodecanol (1.118 g, 6 mmol) was dissolved in toluene (2 mL) and sodium hydride (60% in mineral oil, 0.120 g, 3 mmol) was added. 2,6-Dibromopyridine (0.710 g, 3 mmol) was added and the reaction was heated to reflux for 16 hours. After cooling, the reaction mixture was filtered through Celite and purified on silica gel (0-5% EtOAc in hexanes) to afford the title compound.

Workup

  1. temperaturethe reaction was heated
  2. temperatureto reflux for 16 hours
  3. temperatureAfter cooling
  4. filtrationthe reaction mixture was filtered through Celite
  5. custompurified on silica gel (0-5% EtOAc in hexanes)

Sources & evidence

ORD record
ord-453f0794fd3046728315f3b2f30a6d24
Source dataset
uspto-grants-2015_07
Patent number
US09090573B2

Reaction notes

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